Consentement d'utilisation des Cookies

J'accepte Notre site sauvegarde des traceurs textes (cookies) sur votre appareil afin de vous garantir de meilleurs contenus et à des fins de collectes statistiques.Vous pouvez désactiver l'usage des cookies en changeant les paramètres de votre navigateur. En poursuivant votre navigation sur notre site sans changer vos paramètres de navigateur vous nous accordez la permission de conserver des informations sur votre appareil.

942-01-8 - 1,2,3,4-Tetrahydrocarbazole, 99% - B23657 - Alfa Aesar

B23657 1,2,3,4-Tetrahydrocarbazole, 99%

Numéro CAS
942-01-8
Synonymes

Dimensions Prix ($) Quantité Disponibilité
25g 38,60
100g 103,00
Ajouter au panier Ajouter au devis en vrac Afficher l'article

1,2,3,4-Tetrahydrocarbazole, 99%

MDL
MFCD00004959
EINECS
213-385-7

Propriétés chimiques

Formule
C12H13N
Poids formulaire
171.24
Point de fusion
118-120°
Point d'ébullition
325-330°
Solubilité
Insoluble in water. Solubility in methanol (almost transparency).

Applications

It finds its application as a pharmaceutical intermediate and in the synthesis of aspidospermidine alkaloids.

Notes

Store away from oxidizing agents. Keep the container tightly closed and place it in a cool, dry and well ventilated condition.

Références bibliographiques

Crosby U. Rogers and B. B. Corson. One-Step Synthesis of 1,2,3,4-Tetrahydrocarbazole and 1,2-Benzo-3,4-dihydrocarbazole.J. Am. Chem. Soc.,1947,69(11), 2910-2911.

Anahí Urrutia, et. al. Synthesis of aspidospermidine alkaloids from 1,2,3,4-tetrahydrocarbazole: Total stereoselective synthesis of (±)-18-noraspidospermidine.Tetrahedron.,2014,55(36), 11095-11108.

Deprotonation with excess superbasic n-BuLi/KO-t-Bu to give the N,ɑ-dianion has been studied in a variety of ether solvents. Formation of substantial amounts of the ɑ-ethyl derivative was observed with Et2O and THF, and also, remarkably, with various alkyl methyl ethers; e.g. in n-BuOMe, the ɑ-ethyl product was obtained in 60% yield. The ethyl group originates from the interaction of the solvent with the strong base, confirmed by the detection of ethylene in the absence of the tetrahydrocarbazole substrate: J. Org. Chem., 60, 8334 (1995). ɑ-Ethylation also occurred with 2-ethylindole, but not with 2-methyl- or 2-isopropyl analogues.

Photooxygenation with singlet oxygen, followed by reduction of the expected hydroperoxide to the allylic alcohol, is accompanied by ring contraction to a spiro ketone. The same product is formed in high yield on treatment of the spiroketone with mineral acid: J. Org. Chem., 61, 810 (1996):

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H315-H319-H335-H303

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. May be harmful if swallowed.

Mentions de prudence: P261-P280-P305+P351+P338-P304+P340-P362-P312-P321-P405-P403+P233-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Specific treatment (see label). Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
133771
Code tarifaire harmonisé
2933.99
TSCA
No
RTECS
FE6300000

Recommandé

Consulté récemment

Produits chimiques

Sciences de la vie

Métaux et matériaux

Catalyseurs

Analytique et matériel de laboratoire